BE655399A - - Google Patents
Info
- Publication number
- BE655399A BE655399A BE655399DA BE655399A BE 655399 A BE655399 A BE 655399A BE 655399D A BE655399D A BE 655399DA BE 655399 A BE655399 A BE 655399A
- Authority
- BE
- Belgium
- Prior art keywords
- formula
- desc
- page number
- clms page
- compound
- Prior art date
Links
- NWIBSHFKIJFRCO-WUDYKRTCSA-N Mytomycin Chemical compound C1N2C(C(C(C)=C(N)C3=O)=O)=C3[C@@H](COC(N)=O)[C@@]2(OC)[C@@H]2[C@H]1N2 NWIBSHFKIJFRCO-WUDYKRTCSA-N 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 10
- 229960004857 Mitomycin Drugs 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 7
- 230000002194 synthesizing Effects 0.000 claims description 7
- 150000008064 anhydrides Chemical class 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 150000001805 chlorine compounds Chemical class 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 9
- QIWKCQDJZPRXNS-VIFPVBQESA-N (2S)-2-[(2-carboxybenzoyl)amino]pentanedioic acid Chemical compound OC(=O)CC[C@@H](C(O)=O)NC(=O)C1=CC=CC=C1C(O)=O QIWKCQDJZPRXNS-VIFPVBQESA-N 0.000 claims 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N Acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 claims 1
- 239000012346 acetyl chloride Substances 0.000 claims 1
- 239000003760 tallow Substances 0.000 claims 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 10
- 238000000354 decomposition reaction Methods 0.000 description 6
- 238000002329 infrared spectrum Methods 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- RMAQACBXLXPBSY-UHFFFAOYSA-N Silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N acetic acid ethyl ester Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 230000003115 biocidal Effects 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000000875 corresponding Effects 0.000 description 3
- 230000002349 favourable Effects 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 235000012239 silicon dioxide Nutrition 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 230000002588 toxic Effects 0.000 description 3
- 231100000331 toxic Toxicity 0.000 description 3
- 229940064005 Antibiotic throat preparations Drugs 0.000 description 2
- 229940083879 Antibiotics FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE Drugs 0.000 description 2
- 229940042052 Antibiotics for systemic use Drugs 0.000 description 2
- 229940042786 Antitubercular Antibiotics Drugs 0.000 description 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-N Citric acid Natural products OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 2
- 229940093922 Gynecological Antibiotics Drugs 0.000 description 2
- 229940024982 Topical Antifungal Antibiotics Drugs 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- WFDIJRYMOXRFFG-UHFFFAOYSA-N acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 2
- 150000001263 acyl chlorides Chemical class 0.000 description 2
- 239000003242 anti bacterial agent Substances 0.000 description 2
- 230000000844 anti-bacterial Effects 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- -1 hydrochloric Chemical class 0.000 description 2
- 229940079866 intestinal antibiotics Drugs 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229940005935 ophthalmologic Antibiotics Drugs 0.000 description 2
- 235000011837 pasties Nutrition 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000006277 sulfonation reaction Methods 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N AI2O3 Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 241001442234 Cosa Species 0.000 description 1
- 241000241133 Earias Species 0.000 description 1
- QARBMVPHQWIHKH-UHFFFAOYSA-N Methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 1
- 239000012359 Methanesulfonyl chloride Substances 0.000 description 1
- 241000191940 Staphylococcus Species 0.000 description 1
- XNHZZRIKMUCTHU-PWCHPLFNSA-N [(2S,3R)-2,6-diamino-3-hydroxy-7-methyl-5,8-dioxo-2,3-dihydro-1H-pyrrolo[1,2-a]indol-4-yl]methyl carbamate Chemical compound O=C1C(C)=C(N)C(=O)C2=C1N1C[C@H](N)[C@@H](O)C1=C2COC(N)=O XNHZZRIKMUCTHU-PWCHPLFNSA-N 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 108060001048 bzz1 Proteins 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000002242 deionisation method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 230000000306 recurrent Effects 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 1
- 201000008827 tuberculosis Diseases 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains three hetero rings
- C07D487/14—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE655399A true BE655399A (de) |
Family
ID=206540
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE655399D BE655399A (de) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE655399A (de) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3447003A1 (de) * | 1983-12-23 | 1985-07-04 | Bristol-Myers Co., New York, N.Y. | 7-acylamino-9a-methoxymitosane, verfahren zu deren herstellung und diese verbindungen enthaltende pharmazeutische mittel |
-
0
- BE BE655399D patent/BE655399A/fr unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3447003A1 (de) * | 1983-12-23 | 1985-07-04 | Bristol-Myers Co., New York, N.Y. | 7-acylamino-9a-methoxymitosane, verfahren zu deren herstellung und diese verbindungen enthaltende pharmazeutische mittel |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA1278303C (fr) | Procede de preparation du taxol et du desacetyl-10 taxol | |
| WO1992019620A1 (fr) | Nouveaux derives de pyrrolo [1, 4]-benzodiazepines, leur procede de preparation et medicaments les contenant | |
| DE69301771T2 (de) | T-Butyl-R-(-)-4-cyano-3-hydroxybutyrat und Verfahren zu seiner Herstellung | |
| FR2458556A1 (fr) | Derives de la paromomycine, procede pour les preparer et leur usage comme medicament | |
| BE655399A (de) | ||
| FR2560881A1 (fr) | Derives d'acide sialique, leurs procedes de preparation et leurs applications notamment comme medicament inhibiteur de la metastase des cellules cancereuses | |
| SK287109B6 (sk) | Spôsob separácie paclitaxelu od cefalomanínu | |
| EP0044238B1 (de) | Cephalosporinsulfoxyd-Verbindungen, Verfahren zu ihrer Herstellung und sie enthaltende pharmazeutische Präparate | |
| FR2474503A1 (fr) | Composes intermediaires utiles pour l'obtention de la spectinomycine et de ses analogues ainsi que l'utilisation de ces produits | |
| CA2098185A1 (fr) | Procede de preparation de derives de l'acide dihydroxy-3,5 pentanoique | |
| CH638183A5 (fr) | Derives de pyrrolidine et de piperidine. | |
| FR2591600A1 (fr) | Derives de la glucosylmoranoline et leur preparation | |
| BE883759A (fr) | Glycosides d'anthracycline | |
| FR2492385A1 (fr) | Nouveaux composes cytostatiques derives de la vinblastine, leur procede de preparation et composition pharmaceutique les contenant | |
| FR2492827A1 (fr) | 5-desoxyapramycine et ses sels d'addition avec les acides, pharmaceutiquement acceptables, a activite contre les bacteries gram-positives et gram-negatives | |
| CH387022A (fr) | Procédé de préparation de 6-désoxy-tétracyclines | |
| BE887456R (fr) | Procede de production de composes intermediaires pour l'obtention de la spectinomycine et de ses analogues et produits de ce procede | |
| CN115925629A (zh) | 吡唑酰胺衍生物的合成及其应用 | |
| CH676598A5 (de) | ||
| CH438347A (fr) | Procédé de préparation de nouveaux dérivés colchiciques | |
| FR2492384A1 (fr) | Procede de preparation de nouveaux composes cytostatiques et compositions pharmaceutiques les contenant | |
| FR2468582A1 (fr) | Antibiotiques de type macrolide, leur procede de preparation et compositions therapeutiques les contenant | |
| DE602004011917T2 (de) | Verfahren zur herstellung von 4,10 beta-diacetoxy-2 alpha- benzoyloxy-5 beta, 20-epoxy-1,13 alpha-dihydroxy-9-oxo-19- norcyclopropaäg ütax-11-en | |
| CH407147A (fr) | Procédé de préparation de composés antitumoraux | |
| BE883665A (fr) | Nouveaux derives du benzymidazole |